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Acta Cryst. (2007). E63, m1844    [ doi:10.1107/S1600536807028425 ]

Poly[[([mu]4-carbonyldibenzene-3,3',4,4'-tetracarboxylato)tetrakis(1,10-phenanthroline)dicadmium(II)] dihydrate]

Y.-X. Gao, L.-B. Wang and Y.-L. Niu

Abstract top

In the title compound, {[Cd2(C17H6O9)(C12H8N2)4]·2H2O}n, each CdII atom is hexacoordinated by two carboxylate O atoms from two 3,3',4,4'-benzophenone tetracarboxylate anions and four N atoms from two 1,10-phenanthroline ligands, showing a slightly distorted octahedral geometry. Neighboring CdII atoms are bridged by benzophenone tetracarboxylate anions, forming a dinuclear unit, which is further bridged by benzophenone tetracarboxylate anions to form an infinite chain. The benzophenone carbonyl group lies on a twofold rotation axis.

Comment top

Hybrid organic-inorganic materials occupy a prominent position by virtue of their applications to catalysis, optical materials, membranes, and sorption (Ngo et al., 2004; Evans et al., 2001; Vioux et al., 2004; Sanchez et al., 2003; Evans & Lin, 2001; Jannasch, 2003; Javaid et al., 2001; Honma et al., 2001; Sudik et al., 2005; Rowsell et al., 2004; Kitaura et al., 2002). The design of organic-inorganic hybrid materials is conceived of the metal, metal cluster, or metal oxide substructure as a node from which rigid or flexible multitopic organic ligands radiate to act as tethers to adjacent nodes in the bottom-up construction of complex extended architectures. While a variety of organic molecules have been investigated as potential tethers, materials incorporating multitopic carboxylates and pyridine ligands have witnessed the most significant development. However, ligands offering alternative tether lengths, different charge-balance requirements, and orientations of donor groups may afford advantages in the design of materials. Herein, We report the structure of the new title complex, (I). The cadmium cation is hexa-coordinated by two carboxylate oxygen atoms from two 3,3',4,4'-benzophenone tetracarboxylate and four nitrogen atoms from two 1,10-phenanthroline, showing a slightly distorted octahedral geometry (Fig. 1). Each two Cd atoms form one circle via two half of 3,3',4,4'-benzophenone tetracarboxylate, which are further linked to form chains (Fig. 2). The Cd—N and Cd—O bond lengths are in the range of 2.392 (4)–2.524 (4) and 2.255 (3)–2.275 (4) Å, respectively.

Related literature top

For related compounds, see: Ngo et al. (2004); Evans et al. (2001); Vioux et al. (2004); Sanchez et al. (2003); Evans & Lin (2001); Jannasch (2003); Javaid et al. (2001); Honma et al. (2001); Sudik et al. (2005); Rowsell et al. (2004); Kitaura et al. (2002).

Experimental top

A mixture of cadmium acetate (0.5 mmol), 3,3',4,4'-benzophenone tetracarboxylic acid (0.5 mmol) and 1,10-phenanthroline (0.5 mmol) in 20 ml solution of water and ethanol (1:1) was sealed in an 30 ml Teflon-lined stainless autoclave, and kept at 423 K for 2 days. Colorless block-shaped crystals were obtained in 16% yield after slowly cooling to room temperature. Anal. Calc. for C65H42Cd2N8O11: C 58.38, H 3.14, N 8.38, Cd 16.83%; Found: C 58.31, H 3.11, N 8.29, Cd 16.76%.

Refinement top

C-bound H atoms were generated geometrically (C—H = 0.93 Å) and refined as riding, with Uiso(H)= 1.2Ueq(C). H atoms of the water molecule were located in a difference map and were refined with distance restraints of H···H = 1.38 (2) and O–H = 0.82 (2) Å, and with a fixed Uiso(H) of 0.80 Å2. The highest peak and deepest hole in the difference Fourier map are located 0.92 and 0.65 Å, respectively, from atoms Cd1 and O6.

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The coordination of the Cd atom in the title compound, with displacement ellipsoids at the 30% probability level. The suffix I corresponds to symmetry code (-x + 3/2, -y + 1/2, -z).
[Figure 2] Fig. 2. A view of the chain structure of the title compound.
Poly[[(µ4-carbonyldibenzene-3,3',4,4'-tetracarboxylato)tetrakis(1,10- phenanthroline)dicadmium(II)] dihydrate] top
Crystal data top
[Cd2(C17H6O9)(C12H8N2)4]·2H2OF(000) = 2688
Mr = 1335.87Dx = 1.631 Mg m−3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 3610 reflections
a = 24.5326 (10) Åθ = 4.0–27.4°
b = 9.9826 (15) ŵ = 0.86 mm−1
c = 23.761 (3) ÅT = 273 K
β = 110.797 (2)°Block, colorless
V = 5439.9 (11) Å30.10 × 0.10 × 0.10 mm
Z = 4
Data collection top
Bruker APEXII CCD area-detector
diffractometer		3527 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.022
Graphite monochromatorθmax = 25.0°, θmin = 1.8°
φ and ω scansh = −29→28
20482 measured reflectionsk = −11→11
4681 independent reflectionsl = −28→28
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.047Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.136H atoms treated by a mixture of independent and constrained refinement
S = 1.00 w = 1/[σ2(Fo2) + (0.0734P)2 + 4.4546P]
where P = (Fo2 + 2Fc2)/3
4681 reflections(Δ/σ)max < 0.001
398 parametersΔρmax = 1.48 e Å−3
3 restraintsΔρmin = −1.39 e Å−3
Crystal data top
[Cd2(C17H6O9)(C12H8N2)4]·2H2OV = 5439.9 (11) Å3
Mr = 1335.87Z = 4
Monoclinic, C2/cMo Kα radiation
a = 24.5326 (10) ŵ = 0.86 mm−1
b = 9.9826 (15) ÅT = 273 K
c = 23.761 (3) Å0.10 × 0.10 × 0.10 mm
β = 110.797 (2)°
Data collection top
Bruker APEXII CCD area-detector
diffractometer		3527 reflections with I > 2σ(I)
20482 measured reflectionsRint = 0.022
4681 independent reflectionsθmax = 25.0°
Refinement top
R[F2 > 2σ(F2)] = 0.047H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.136Δρmax = 1.48 e Å−3
S = 1.00Δρmin = −1.39 e Å−3
4681 reflectionsAbsolute structure: ?
398 parametersFlack parameter: ?
3 restraintsRogers parameter: ?
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cd10.672613 (12)0.28062 (3)0.051215 (14)0.03039 (16)
C10.66588 (18)0.4960 (5)−0.0547 (2)0.0350 (11)
C20.62528 (17)0.4085 (5)−0.10503 (19)0.0317 (10)
C30.56796 (19)0.4497 (6)−0.1303 (2)0.0522 (15)
H280.55600.5258−0.11530.063*
C40.52773 (19)0.3802 (6)−0.1777 (2)0.0536 (15)
H290.48960.4114−0.19420.064*
C50.54344 (18)0.2669 (5)−0.2001 (2)0.0392 (12)
C60.60108 (18)0.2224 (5)−0.1749 (2)0.0341 (11)
H310.61210.1441−0.18920.041*
C70.64206 (16)0.2930 (4)−0.1289 (2)0.0283 (10)
C80.70458 (18)0.2475 (5)−0.1058 (2)0.0335 (11)
C90.50000.1883 (8)−0.25000.0427 (18)
C100.67162 (18)0.0193 (5)−0.0332 (2)0.0346 (11)
H130.71160.0334−0.01530.042*
C110.6526 (2)−0.0881 (6)−0.0740 (2)0.0429 (12)
H140.6792−0.1455−0.08140.052*
C120.5939 (2)−0.1053 (6)−0.1023 (2)0.0499 (14)
H150.5798−0.1725−0.13090.060*
C130.55538 (19)−0.0220 (5)−0.0881 (2)0.0407 (12)
C140.57798 (16)0.0817 (5)−0.04594 (19)0.0305 (10)
C150.53995 (16)0.1662 (5)−0.0282 (2)0.0345 (11)
C160.47858 (17)0.1462 (5)−0.0548 (2)0.0423 (12)
C170.4574 (2)0.0417 (6)−0.0988 (3)0.0582 (16)
H180.41740.0282−0.11640.070*
C180.4931 (2)−0.0363 (6)−0.1152 (3)0.0539 (15)
H170.4775−0.1012−0.14460.065*
C190.4427 (2)0.2264 (6)−0.0360 (3)0.0530 (16)
H200.40250.2140−0.05200.064*
C200.4658 (2)0.3252 (6)0.0065 (3)0.0557 (15)
H210.44190.38030.01920.067*
C210.5267 (2)0.3397 (6)0.0299 (3)0.0512 (14)
H220.54260.40610.05840.061*
C220.69912 (18)−0.0002 (5)0.1315 (2)0.0393 (12)
H10.7059−0.03140.09770.047*
C230.70645 (19)−0.0893 (6)0.1788 (2)0.0447 (13)
H20.7177−0.17740.17620.054*
C240.69687 (19)−0.0450 (5)0.2296 (2)0.0446 (13)
H30.7013−0.10320.26150.054*
C250.68045 (18)0.0886 (5)0.2326 (2)0.0385 (11)
C260.67419 (16)0.1711 (5)0.1821 (2)0.0325 (10)
C270.6712 (2)0.1433 (6)0.2843 (2)0.0492 (13)
H50.67500.08810.31700.059*
C280.6571 (3)0.2734 (6)0.2864 (3)0.0540 (15)
H60.65120.30690.32030.065*
C290.65118 (19)0.3610 (5)0.2359 (2)0.0423 (12)
C300.65990 (17)0.3122 (5)0.1843 (2)0.0329 (10)
C310.6484 (2)0.5214 (5)0.1396 (3)0.0458 (13)
H100.64840.57750.10830.055*
C320.6388 (2)0.5774 (6)0.1898 (3)0.0563 (15)
H90.63160.66880.19050.068*
C330.6400 (2)0.4995 (6)0.2370 (3)0.0551 (15)
H80.63350.53710.26990.066*
H1W0.706 (10)0.649 (5)0.046 (9)0.30 (17)*
H2W0.730 (3)0.774 (6)0.047 (3)0.08 (3)*
N10.68314 (14)0.1253 (4)0.13188 (16)0.0310 (8)
N20.65750 (15)0.3910 (4)0.13560 (18)0.0356 (9)
N30.63683 (13)0.1007 (4)−0.01870 (16)0.0319 (9)
N40.56285 (16)0.2636 (4)0.0134 (2)0.0412 (11)
O10.66782 (13)0.4723 (3)−0.00050 (14)0.0382 (8)
O20.68981 (15)0.5896 (4)−0.06927 (16)0.0516 (10)
O30.73871 (12)0.3046 (3)−0.06003 (14)0.0375 (8)
O40.71910 (13)0.1553 (4)−0.13297 (17)0.0534 (10)
O50.50000.0672 (6)−0.25000.0660 (17)
O60.7101 (2)0.7270 (5)0.0619 (2)0.0664 (12)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.0267 (2)0.0350 (3)0.0285 (2)0.00281 (13)0.00860 (13)0.00070 (14)
C10.031 (2)0.038 (3)0.032 (3)0.004 (2)0.0066 (18)−0.003 (2)
C20.0277 (19)0.040 (3)0.024 (2)0.0007 (19)0.0047 (16)0.004 (2)
C30.035 (2)0.063 (4)0.050 (3)0.015 (2)0.004 (2)−0.012 (3)
C40.030 (2)0.071 (4)0.048 (3)0.015 (2)−0.001 (2)−0.007 (3)
C50.028 (2)0.048 (3)0.034 (3)0.004 (2)0.0012 (19)0.005 (2)
C60.032 (2)0.037 (3)0.026 (2)0.0014 (19)0.0010 (18)0.002 (2)
C70.0239 (19)0.035 (3)0.024 (2)−0.0014 (17)0.0058 (16)0.0004 (19)
C80.028 (2)0.040 (3)0.030 (3)0.0028 (19)0.0090 (19)0.006 (2)
C90.031 (3)0.052 (5)0.036 (4)0.0000.001 (3)0.000
C100.032 (2)0.038 (3)0.033 (3)0.0013 (19)0.0110 (18)−0.004 (2)
C110.043 (2)0.049 (3)0.040 (3)0.005 (2)0.018 (2)−0.003 (3)
C120.048 (3)0.057 (4)0.042 (3)−0.006 (2)0.013 (2)−0.019 (3)
C130.039 (2)0.047 (3)0.037 (3)−0.009 (2)0.0142 (19)−0.005 (2)
C140.0276 (19)0.035 (3)0.027 (2)−0.0025 (18)0.0070 (16)0.003 (2)
C150.026 (2)0.040 (3)0.036 (3)−0.0054 (19)0.0094 (17)0.004 (2)
C160.025 (2)0.052 (3)0.048 (3)0.002 (2)0.0105 (19)0.006 (3)
C170.029 (2)0.070 (4)0.068 (4)−0.014 (2)0.007 (2)−0.009 (3)
C180.039 (3)0.060 (4)0.058 (4)−0.017 (3)0.011 (2)−0.024 (3)
C190.027 (2)0.063 (4)0.067 (4)0.004 (2)0.013 (2)0.006 (3)
C200.038 (2)0.063 (4)0.069 (4)0.016 (3)0.023 (2)0.001 (3)
C210.041 (3)0.053 (4)0.056 (4)0.006 (2)0.014 (2)−0.009 (3)
C220.035 (2)0.037 (3)0.048 (3)0.003 (2)0.018 (2)0.004 (2)
C230.042 (2)0.040 (3)0.052 (3)0.004 (2)0.016 (2)0.001 (3)
C240.043 (2)0.045 (3)0.044 (3)0.002 (2)0.013 (2)0.013 (3)
C250.034 (2)0.050 (3)0.032 (3)−0.004 (2)0.0116 (18)0.002 (2)
C260.0233 (18)0.043 (3)0.032 (2)−0.0025 (18)0.0097 (16)−0.001 (2)
C270.069 (3)0.047 (3)0.035 (3)−0.002 (3)0.021 (2)0.008 (3)
C280.068 (3)0.070 (4)0.033 (3)−0.015 (3)0.028 (3)−0.011 (3)
C290.041 (2)0.049 (3)0.041 (3)−0.007 (2)0.019 (2)−0.015 (3)
C300.0273 (19)0.043 (3)0.031 (2)−0.0015 (19)0.0126 (17)−0.006 (2)
C310.047 (3)0.035 (3)0.058 (3)0.006 (2)0.021 (2)0.003 (3)
C320.061 (3)0.037 (3)0.073 (4)0.003 (3)0.026 (3)−0.011 (3)
C330.058 (3)0.053 (4)0.061 (4)−0.003 (3)0.029 (3)−0.026 (3)
N10.0319 (17)0.032 (2)0.032 (2)0.0018 (16)0.0154 (15)0.0049 (18)
N20.0333 (18)0.034 (2)0.040 (2)0.0009 (16)0.0137 (15)0.000 (2)
N30.0233 (16)0.038 (2)0.032 (2)−0.0034 (15)0.0071 (14)−0.0029 (18)
N40.0303 (19)0.048 (3)0.047 (3)0.0035 (17)0.0151 (18)−0.003 (2)
O10.0489 (17)0.0366 (19)0.0269 (18)0.0026 (15)0.0106 (13)−0.0013 (15)
O20.062 (2)0.043 (2)0.050 (2)−0.0156 (19)0.0203 (17)0.0016 (19)
O30.0236 (14)0.055 (2)0.0314 (18)−0.0001 (13)0.0064 (12)−0.0064 (16)
O40.0338 (16)0.058 (2)0.065 (3)0.0066 (17)0.0131 (16)−0.019 (2)
O50.055 (3)0.054 (4)0.064 (4)0.000−0.009 (3)0.000
O60.068 (3)0.065 (3)0.074 (3)−0.006 (2)0.034 (2)−0.019 (2)
Geometric parameters (Å, º) top
Cd1—O12.255 (3)C16—C171.438 (8)
Cd1—O3i2.275 (3)C17—C181.328 (8)
Cd1—N32.392 (4)C17—H180.9300
Cd1—N12.407 (4)C18—H170.9300
Cd1—N22.429 (4)C19—C201.380 (8)
Cd1—N42.524 (4)C19—H200.9300
C1—O21.217 (6)C20—C211.405 (7)
C1—O11.293 (6)C20—H210.9300
C1—C21.529 (6)C21—N41.327 (7)
C2—C31.381 (6)C21—H220.9300
C2—C71.410 (6)C22—N11.314 (6)
C3—C41.390 (7)C22—C231.394 (7)
C3—H280.9300C22—H10.9300
C4—C51.363 (7)C23—C241.382 (7)
C4—H290.9300C23—H20.9300
C5—C61.398 (6)C24—C251.402 (7)
C5—C91.503 (6)C24—H30.9300
C6—C71.386 (6)C25—C261.419 (7)
C6—H310.9300C25—C271.434 (7)
C7—C81.504 (6)C26—N11.366 (6)
C8—O41.246 (6)C26—C301.458 (7)
C8—O31.250 (6)C27—C281.349 (8)
C9—O51.209 (9)C27—H50.9300
C9—C5ii1.503 (6)C28—C291.449 (8)
C10—N31.310 (6)C28—H60.9300
C10—C111.409 (7)C29—C301.405 (7)
C10—H130.9300C29—C331.411 (8)
C11—C121.368 (7)C30—N21.383 (6)
C11—H140.9300C31—N21.330 (6)
C12—C131.386 (7)C31—C321.411 (8)
C12—H150.9300C31—H100.9300
C13—C141.410 (7)C32—C331.357 (8)
C13—C181.440 (6)C32—H90.9300
C14—N31.370 (5)C33—H80.9300
C14—C151.427 (6)O3—Cd1i2.275 (3)
C15—N41.357 (7)O6—H1W0.85 (5)
C15—C161.425 (5)O6—H2W0.84 (7)
C16—C191.376 (8)
O1—Cd1—O3i103.33 (12)C16—C17—H18118.9
O1—Cd1—N3108.88 (12)C17—C18—C13121.1 (5)
O3i—Cd1—N383.48 (11)C17—C18—H17119.5
O1—Cd1—N1161.97 (12)C13—C18—H17119.4
O3i—Cd1—N181.79 (12)C16—C19—C20120.6 (4)
N3—Cd1—N188.77 (13)C16—C19—H20119.7
O1—Cd1—N294.07 (12)C20—C19—H20119.7
O3i—Cd1—N2120.99 (11)C19—C20—C21117.8 (5)
N3—Cd1—N2142.01 (13)C19—C20—H21121.1
N1—Cd1—N268.88 (13)C21—C20—H21121.1
O1—Cd1—N491.18 (13)N4—C21—C20123.5 (5)
O3i—Cd1—N4150.69 (13)N4—C21—H22118.2
N3—Cd1—N467.65 (13)C20—C21—H22118.2
N1—Cd1—N492.26 (13)N1—C22—C23123.7 (5)
N2—Cd1—N482.44 (13)N1—C22—H1118.1
O2—C1—O1124.9 (4)C23—C22—H1118.1
O2—C1—C2117.5 (4)C24—C23—C22119.2 (5)
O1—C1—C2117.3 (4)C24—C23—H2120.4
C3—C2—C7117.7 (4)C22—C23—H2120.4
C3—C2—C1116.8 (4)C23—C24—C25119.3 (5)
C7—C2—C1125.4 (4)C23—C24—H3120.3
C2—C3—C4121.6 (5)C25—C24—H3120.3
C2—C3—H28119.2C24—C25—C26117.1 (5)
C4—C3—H28119.2C24—C25—C27122.8 (5)
C5—C4—C3120.8 (4)C26—C25—C27120.1 (5)
C5—C4—H29119.6N1—C26—C25122.8 (4)
C3—C4—H29119.6N1—C26—C30118.1 (4)
C4—C5—C6118.6 (4)C25—C26—C30119.0 (4)
C4—C5—C9121.5 (4)C28—C27—C25121.2 (5)
C6—C5—C9119.9 (5)C28—C27—H5119.4
C7—C6—C5121.1 (4)C25—C27—H5119.4
C7—C6—H31119.4C27—C28—C29120.2 (5)
C5—C6—H31119.5C27—C28—H6119.9
C6—C7—C2120.0 (4)C29—C28—H6119.9
C6—C7—C8119.6 (4)C30—C29—C33116.5 (5)
C2—C7—C8120.4 (4)C30—C29—C28120.7 (5)
O4—C8—O3124.1 (4)C33—C29—C28122.7 (5)
O4—C8—C7118.4 (4)N2—C30—C29124.0 (4)
O3—C8—C7117.5 (4)N2—C30—C26117.3 (4)
O5—C9—C5121.5 (3)C29—C30—C26118.7 (4)
O5—C9—C5ii121.5 (3)N2—C31—C32122.0 (5)
C5—C9—C5ii117.1 (7)N2—C31—H10119.0
N3—C10—C11124.4 (4)C32—C31—H10119.0
N3—C10—H13117.8C33—C32—C31120.7 (5)
C11—C10—H13117.8C33—C32—H9119.6
C12—C11—C10117.8 (5)C31—C32—H9119.6
C12—C11—H14121.1C32—C33—C29119.6 (5)
C10—C11—H14121.1C32—C33—H8120.2
C11—C12—C13119.7 (5)C29—C33—H8120.2
C11—C12—H15120.1C22—N1—C26117.8 (4)
C13—C12—H15120.2C22—N1—Cd1123.8 (3)
C12—C13—C14118.9 (4)C26—N1—Cd1118.3 (3)
C12—C13—C18122.6 (5)C31—N2—C30117.1 (5)
C14—C13—C18118.5 (5)C31—N2—Cd1125.5 (4)
N3—C14—C13121.3 (4)C30—N2—Cd1117.3 (3)
N3—C14—C15117.9 (4)C10—N3—C14117.8 (4)
C13—C14—C15120.7 (4)C10—N3—Cd1122.4 (3)
N4—C15—C16121.4 (5)C14—N3—Cd1119.8 (3)
N4—C15—C14119.5 (3)C21—N4—C15118.5 (4)
C16—C15—C14119.0 (4)C21—N4—Cd1126.6 (3)
C19—C16—C15118.2 (5)C15—N4—Cd1114.9 (3)
C19—C16—C17123.4 (4)C1—O1—Cd1132.4 (3)
C15—C16—C17118.4 (5)C8—O3—Cd1i103.5 (3)
C18—C17—C16122.2 (4)H1W—O6—H2W109 (16)
C18—C17—H18118.9
Symmetry codes: (i) −x+3/2, −y+1/2, −z; (ii) −x+1, y, −z−1/2.
Acknowledgements top

The authors thank the NSFC (expand abbreviation?) (grant No. 20501017) and Tonghua Teachers' College.

references
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